Compound Detail

CHEMBL214957

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COc1cc(-n2cnc3cc(-c4ccc(Cl)cc4)sc3c2=O)ccc1OCCN1CCCC1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL214957
Phase	Preclinical
Structure Type	MOL
InChI Key	MWULMTACIBZPGN-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

482.0

MW (Da)

5.25

ALogP

HBA

HBD

56.6

PSA (Å²)

0.36

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C25H24ClN3O3S
MW	482.01
Aromatic Rings	4
Heavy Atoms	33
NP-Likeness	-1.56

Activity Summary

Ki 20 meas. best 9.47

IC50 9 meas. best 9.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Melanin-concentrating hormone receptor 1 CHEMBL1075228	Ki	9.47	9.47	0.3	2
Melanin-concentrating hormone receptor 1 CHEMBL344	IC50	9.3	8.3625	0.5	4
Unchecked CHEMBL612545	Ki	9.0	8.77	1.0	2
Melanin-concentrating hormone receptor 1 CHEMBL344	Ki	8.66	8.605	2.2	2
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	7.92	7.92	12.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	6.73	6.73	185.3	1
Histamine H3 receptor CHEMBL264	Ki	6.68	6.68	208.0	1
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	6.28	6.28	527.8	1
5-hydroxytryptamine receptor 5A CHEMBL3426	Ki	6.25	6.25	557.1	1
D(3) dopamine receptor CHEMBL234	Ki	6.12	6.12	767.9	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	6.05	6.05	893.2	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	5.93	5.93	1170.0	1
Muscarinic acetylcholine receptor M1 CHEMBL216	Ki	5.91	5.91	1237.4	1
Cytochrome P450 3A4 CHEMBL340	IC50	5.8	5.16	1600.0	2
Muscarinic acetylcholine receptor M4 CHEMBL1821	Ki	5.77	5.77	1703.9	1
Muscarinic acetylcholine receptor M5 CHEMBL2035	Ki	5.58	5.58	2641.8	1
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.53	5.53	2943.4	1
5-hydroxytryptamine receptor 1D CHEMBL1983	Ki	5.45	5.45	3562.5	1
Muscarinic acetylcholine receptor M3 CHEMBL245	Ki	5.38	5.38	4131.4	1
Alpha-1D adrenergic receptor CHEMBL223	Ki	5.22	5.22	6052.0	1
Cytochrome P450 2C19 CHEMBL3622	IC50	5.03	5.03	9300.0	1
Cytochrome P450 2D6 CHEMBL289	IC50	4.52	4.52	30000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
Fu	0.012	-	Rattus norvegicus
T1/2	10.05	hr	Homo sapiens
T1/2	3.267	hr	Rattus norvegicus
T1/2	9.567	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Melanin-concentrating hormone receptor 1	Ki	=	0.34	nM	9.47	Displacement of [125I]MCH from rat MCHR1 extracted from HEK293 cell membrane ass...	39053192
Melanin-concentrating hormone receptor 1	Ki	=	0.34	nM	9.47	Antagonist activity at rat MCHR1	26022839
Melanin-concentrating hormone receptor 1	IC50	=	0.5012	nM	9.3	Antagonist activity at CART form of human MCH1 receptor expressed in HEK293 cell...	19773162
Melanin-concentrating hormone receptor 1	IC50	=	0.5012	nM	9.3	Antagonist activity against human MCHR1 expressed in CHO cells by luciferase rep...	16870432
Unchecked	Ki	=	1.0	nM	9.0	Displacement of [Phe13, [125I]Tyr19]-MCH from human MCHR1 E4Q/A5T double mutant ...	26022839
Melanin-concentrating hormone receptor 1	Ki	=	2.18	nM	8.66	Displacement of [125I]MCH from human MCHR1 extracted from HEK293 cell membrane a...	39053192
Melanin-concentrating hormone receptor 1	Ki	=	2.8	nM	8.55	Displacement of [3H]GW803430 from MCH-1 receptor expressed in CHO-K1 cells	20951036
Unchecked	Ki	=	2.9	nM	8.54	Displacement of [Phe13,125I]Tyr19]-MCH from human MCHR1 E4Q/A5T double mutant ex...	27564419
Sigma non-opioid intracellular receptor 1	Ki	=	11.97	nM	7.92	PDSP Secondary Binding target: SIGMAR1 - Compounds are tested at 10 uM concentra...	-
Melanin-concentrating hormone receptor 1	IC50	=	16.0	nM	7.8	Antagonist activity at human MCHR1 expressed in HEK293 cells assessed as inhibit...	26022839
Melanin-concentrating hormone receptor 1	IC50	=	89.13	nM	7.05	Antagonist activity at MCH1R expressed in CHO cells assessed as intracellular Ca...	19290642
Sigma intracellular receptor 2	Ki	=	185.35	nM	6.73	PDSP Secondary Binding target: TMEM97 - Compounds are tested at 10 uM concentrat...	-
Histamine H3 receptor	Ki	=	208.0	nM	6.68	Displacement of [3H]-N-alpha-methylhistamine from human H3R expressed in HEK293 ...	28626527
5-hydroxytryptamine receptor 2B	Ki	=	527.78	nM	6.28	PDSP Secondary Binding target: HTR2B - Compounds are tested at 10 uM concentrati...	-
5-hydroxytryptamine receptor 5A	Ki	=	557.12	nM	6.25	PDSP Secondary Binding target: HTR5A - Compounds are tested at 10 uM concentrati...	-
D(3) dopamine receptor	Ki	=	767.89	nM	6.12	PDSP Secondary Binding target: DRD3 - Compounds are tested at 10 uM concentratio...	-
5-hydroxytryptamine receptor 2C	Ki	=	893.2	nM	6.05	PDSP Secondary Binding target: HTR2C - Compounds are tested at 10 uM concentrati...	-
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	1170.0	nM	5.93	Displacement of [3H]astemizole from human ERG expressed in HEK293 cells	19290642
Muscarinic acetylcholine receptor M1	Ki	=	1237.37	nM	5.91	PDSP Secondary Binding target: CHRM1 - Compounds are tested at 10 uM concentrati...	-
Cytochrome P450 3A4	IC50	=	1600.0	nM	5.8	Inhibition of CYP3A4	20951036

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4689842	U2OS	345
-	10.6019/CHEMBL4689842	HEK-293T	345
-	10.6019/CHEMBL4689842	Fibroblast	344
-	10.6019/CHEMBL5724696	U2OS	24
-	10.6019/CHEMBL5209801	Glucagon-like peptide 1 receptor	2
26022839	10.1016/j.bmcl.2015.05.008	Plasma	2
26022839	10.1016/j.bmcl.2015.05.008	Melanin-concentrating hormone receptor 1	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
-	10.6019/CHEMBL5209801	Beta-2 adrenergic receptor	2
-	10.6019/CHEMBL3301361	ADMET	2
20951036	10.1016/j.bmcl.2010.09.037	Mus musculus	2
-	10.6019/CHEMBL5209801	Apelin receptor	2
20951036	10.1016/j.bmcl.2010.09.037	Liver microsomes	2
-	10.6019/CHEMBL5209801	Alpha-2A adrenergic receptor	2
-	10.6019/CHEMBL5209801	Sphingosine 1-phosphate receptor 1	2
-	10.6019/CHEMBL5209801	Glucose-dependent insulinotropic receptor	2
-	10.6019/CHEMBL5209801	CX3C chemokine receptor 1	2
-	10.6019/CHEMBL5209801	Free fatty acid receptor 4	2
-	10.6019/CHEMBL4808148	Histone deacetylase 6	2
-	10.6019/CHEMBL5209801	Adhesion G-protein coupled receptor F1	2

Data from ChEMBL 36 via Core Engine